Segment 1: Ted Rossman, Bankrate.com Senior industry analyst, joins John to tell us what we can expect from holiday shopping this year. Has Cyber Monday become more popular than Black Friday?

Segment 2: Elliot Richardson, Co-founder and President, Small Business Advocacy Council, joins John to talk about what the city of Chicago can do to better support its small businesses.

Segment 3: Michael Haddix Jr., CEO, Scout, talks to John about his fintech company that helps college athletes with financial education, wealth management and tax preparation.

Segment 4: Laura Epstein, CEO, Pulse Charter Connect, talks to John about how their business optimizes efficiencies in organ and surgical team transportation for transplants, what it was like winning the TechRise finale, and what they hope to accomplish with the grant they received for winning the competition.